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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (2) Show 2 proteins XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:51 UTC

Update Date

2022-03-07 02:51:52 UTC

HMDB ID

HMDB0015125

Secondary Accession Numbers

HMDB15125

Metabolite Identification

Common Name

Exemestane

Description

Exemestane, also known as aromasin, belongs to the class of organic compounds known as androgens and derivatives. These are 3-hydroxylated C19 steroid hormones. They are known to favor the development of masculine characteristics. They also show profound effects on scalp and body hair in humans. Exemestane is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

990
  Mrv0541 02231215092D          

 25 28  0  0  1  0            999 V2000
    7.1359    2.1963    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6499   -1.3573    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0989    0.3358    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.3846   -0.0767    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.0989    1.1607    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6700    0.3358    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.3846    1.5732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6700    1.1607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9194   -0.0823    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.8795    0.0844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3978   -0.9359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8795    1.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3609    0.7483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0989    1.9857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9128   -0.9416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6569   -1.3713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9257    0.7426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1548    0.3830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1411   -1.3951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3728   -0.0526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6600   -2.1963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3659   -0.9476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1687   -0.3205    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9585   -0.4023    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2417    0.6658    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 12  2  0  0  0  0
  2 22  2  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  3 10  1  0  0  0  0
  3 23  1  6  0  0  0
  4  6  1  0  0  0  0
  4 11  1  0  0  0  0
  4 24  1  1  0  0  0
  5  7  1  0  0  0  0
  5 12  1  0  0  0  0
  5 14  1  1  0  0  0
  6  8  1  0  0  0  0
  6  9  1  0  0  0  0
  6 25  1  6  0  0  0
  7  8  1  0  0  0  0
  9 15  1  0  0  0  0
  9 17  1  1  0  0  0
  9 18  1  0  0  0  0
 10 13  1  0  0  0  0
 11 16  1  0  0  0  0
 12 13  1  0  0  0  0
 15 16  1  0  0  0  0
 15 19  2  0  0  0  0
 16 21  2  0  0  0  0
 18 20  2  0  0  0  0
 19 22  1  0  0  0  0
 20 22  1  0  0  0  0
M  END

HMDB0015125
     RDKit          3D
Exemestane
 46 49  0  0  0  0  0  0  0  0999 V2000
    1.9526    2.5023    2.0427 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5238    1.7371    1.0637 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1690    1.8612    0.4850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4017    0.5510    0.1539 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5617   -0.2832   -0.7190 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1089   -1.4115   -1.3889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4617   -1.8171   -0.8715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3446   -0.7352   -0.4047 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7191   -0.8330    1.0549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5575   -0.4955   -1.2064 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1152   -1.3020   -1.8919 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9154    0.9178   -0.9792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6563    1.5780   -0.3891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6245    0.5806   -0.7004 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8135   -0.5766    0.0583 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3551   -1.3125    1.3800 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7560   -1.4838   -0.5257 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0705   -1.2796   -0.6754 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6433   -0.0296   -0.2275 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8705    0.1991   -0.3381 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7055    0.9273    0.3512 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4347    0.7072    0.4729 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2698    3.2434    2.4224 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9473    2.4151    2.4713 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3082    2.4150   -0.4983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4912    2.4824    1.1421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5630   -0.0762    1.0719 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8615    0.4609   -1.5141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2602   -1.2190   -2.5024 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5020   -2.3370   -1.3841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4136   -2.6040   -0.0737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9928   -2.3538   -1.7130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5196    0.0666    1.6312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2298   -1.6879    1.5666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8202   -1.0314    1.1372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1815    1.4543   -1.9139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7023    0.9934   -0.2206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4433    2.5177   -0.9416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7926    1.8380    0.6571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4257    0.5824   -1.7918 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5755   -2.0443    1.1031 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2173   -1.8888    1.7734 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0853   -0.5827    2.1386 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3812   -2.4787   -0.8967 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6610   -2.0731   -1.1337 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0751    1.9059    0.7240 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  1
  8 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
  5 15  1  0
 15 16  1  1
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  2  0
 22  2  1  0
 14  4  1  0
 22 15  1  0
 14  8  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  1
  5 28  1  6
  6 29  1  0
  6 30  1  0
  7 31  1  0
  7 32  1  0
  9 33  1  0
  9 34  1  0
  9 35  1  0
 12 36  1  0
 12 37  1  0
 13 38  1  0
 13 39  1  0
 14 40  1  6
 16 41  1  0
 16 42  1  0
 16 43  1  0
 17 44  1  0
 18 45  1  0
 21 46  1  0
M  END

990
  Mrv0541 02231215092D          

 25 28  0  0  1  0            999 V2000
    7.1359    2.1963    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6499   -1.3573    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0989    0.3358    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.3846   -0.0767    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.0989    1.1607    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6700    0.3358    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.3846    1.5732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6700    1.1607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9194   -0.0823    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.8795    0.0844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3978   -0.9359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8795    1.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3609    0.7483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0989    1.9857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9128   -0.9416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6569   -1.3713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9257    0.7426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1548    0.3830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1411   -1.3951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3728   -0.0526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6600   -2.1963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3659   -0.9476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1687   -0.3205    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9585   -0.4023    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2417    0.6658    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 12  2  0  0  0  0
  2 22  2  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  3 10  1  0  0  0  0
  3 23  1  6  0  0  0
  4  6  1  0  0  0  0
  4 11  1  0  0  0  0
  4 24  1  1  0  0  0
  5  7  1  0  0  0  0
  5 12  1  0  0  0  0
  5 14  1  1  0  0  0
  6  8  1  0  0  0  0
  6  9  1  0  0  0  0
  6 25  1  6  0  0  0
  7  8  1  0  0  0  0
  9 15  1  0  0  0  0
  9 17  1  1  0  0  0
  9 18  1  0  0  0  0
 10 13  1  0  0  0  0
 11 16  1  0  0  0  0
 12 13  1  0  0  0  0
 15 16  1  0  0  0  0
 15 19  2  0  0  0  0
 16 21  2  0  0  0  0
 18 20  2  0  0  0  0
 19 22  1  0  0  0  0
 20 22  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0015125

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@]12CCC(=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC(=C)C2=CC(=O)C=C[C@]12C

> <INCHI_IDENTIFIER>
InChI=1S/C20H24O2/c1-12-10-14-15-4-5-18(22)20(15,3)9-7-16(14)19(2)8-6-13(21)11-17(12)19/h6,8,11,14-16H,1,4-5,7,9-10H2,2-3H3/t14-,15-,16-,19+,20-/m0/s1

> <INCHI_KEY>
BFYIZQONLCFLEV-DAELLWKTSA-N

> <FORMULA>
C20H24O2

> <MOLECULAR_WEIGHT>
296.4034

> <EXACT_MASS>
296.177630012

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
33.70631178540259

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2R,10R,11S,15S)-2,15-dimethyl-8-methylidenetetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-3,6-diene-5,14-dione

> <ALOGPS_LOGP>
2.67

> <JCHEM_LOGP>
3.8661477783333345

> <ALOGPS_LOGS>
-4.64

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.957293570563433

> <JCHEM_PKA_STRONGEST_BASIC>
-5.041593302107081

> <JCHEM_POLAR_SURFACE_AREA>
34.14

> <JCHEM_REFRACTIVITY>
89.02689999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.83e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
exemestane

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0015125
     RDKit          3D
Exemestane
 46 49  0  0  0  0  0  0  0  0999 V2000
    1.9526    2.5023    2.0427 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5238    1.7371    1.0637 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1690    1.8612    0.4850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4017    0.5510    0.1539 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5617   -0.2832   -0.7190 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1089   -1.4115   -1.3889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4617   -1.8171   -0.8715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3446   -0.7352   -0.4047 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7191   -0.8330    1.0549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5575   -0.4955   -1.2064 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1152   -1.3020   -1.8919 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9154    0.9178   -0.9792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6563    1.5780   -0.3891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6245    0.5806   -0.7004 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8135   -0.5766    0.0583 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3551   -1.3125    1.3800 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7560   -1.4838   -0.5257 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0705   -1.2796   -0.6754 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6433   -0.0296   -0.2275 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8705    0.1991   -0.3381 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7055    0.9273    0.3512 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4347    0.7072    0.4729 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2698    3.2434    2.4224 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9473    2.4151    2.4713 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3082    2.4150   -0.4983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4912    2.4824    1.1421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5630   -0.0762    1.0719 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8615    0.4609   -1.5141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2602   -1.2190   -2.5024 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5020   -2.3370   -1.3841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4136   -2.6040   -0.0737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9928   -2.3538   -1.7130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5196    0.0666    1.6312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2298   -1.6879    1.5666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8202   -1.0314    1.1372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1815    1.4543   -1.9139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7023    0.9934   -0.2206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4433    2.5177   -0.9416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7926    1.8380    0.6571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4257    0.5824   -1.7918 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5755   -2.0443    1.1031 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2173   -1.8888    1.7734 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0853   -0.5827    2.1386 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3812   -2.4787   -0.8967 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6610   -2.0731   -1.1337 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0751    1.9059    0.7240 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  1
  8 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
  5 15  1  0
 15 16  1  1
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  2  0
 22  2  1  0
 14  4  1  0
 22 15  1  0
 14  8  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  1
  5 28  1  6
  6 29  1  0
  6 30  1  0
  7 31  1  0
  7 32  1  0
  9 33  1  0
  9 34  1  0
  9 35  1  0
 12 36  1  0
 12 37  1  0
 13 38  1  0
 13 39  1  0
 14 40  1  6
 16 41  1  0
 16 42  1  0
 16 43  1  0
 17 44  1  0
 18 45  1  0
 21 46  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 990                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0      13.320   4.100   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0       3.080  -2.534   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      11.385   0.627   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.051  -0.143   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      11.385   2.167   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.717   0.627   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.051   2.937   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.717   2.167   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.316  -0.154   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      12.842   0.158   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.076  -1.747   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      12.842   2.636   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      13.740   1.397   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      11.385   3.707   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.304  -1.758   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.693  -2.560   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.328   1.386   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.889   0.715   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.863  -2.604   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.429  -0.098   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.699  -4.100   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.416  -1.769   0.000  0.00  0.00           C+0
HETATM   23  H   UNK     0      11.515  -0.598   0.000  0.00  0.00           H+0
HETATM   24  H   UNK     0      11.123  -0.751   0.000  0.00  0.00           H+0
HETATM   25  H   UNK     0       9.784   1.243   0.000  0.00  0.00           H+0
CONECT    1   12                                                            
CONECT    2   22                                                            
CONECT    3    4    5   10   23                                             
CONECT    4    3    6   11   24                                             
CONECT    5    3    7   12   14                                             
CONECT    6    4    8    9   25                                             
CONECT    7    5    8                                                       
CONECT    8    6    7                                                       
CONECT    9    6   15   17   18                                             
CONECT   10    3   13                                                       
CONECT   11    4   16                                                       
CONECT   12    1    5   13                                                  
CONECT   13   10   12                                                       
CONECT   14    5                                                            
CONECT   15    9   16   19                                                  
CONECT   16   11   15   21                                                  
CONECT   17    9                                                            
CONECT   18    9   20                                                       
CONECT   19   15   22                                                       
CONECT   20   18   22                                                       
CONECT   21   16                                                            
CONECT   22    2   19   20                                                  
CONECT   23    3                                                            
CONECT   24    4                                                            
CONECT   25    6                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   56    0
END

COMPND    HMDB0015125
HETATM    1  C1  UNL     1       1.953   2.502   2.043  1.00  0.00           C  
HETATM    2  C2  UNL     1       1.524   1.737   1.064  1.00  0.00           C  
HETATM    3  C3  UNL     1       0.169   1.861   0.485  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.402   0.551   0.154  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.562  -0.283  -0.719  1.00  0.00           C  
HETATM    6  C6  UNL     1      -0.109  -1.412  -1.389  1.00  0.00           C  
HETATM    7  C7  UNL     1      -1.462  -1.817  -0.871  1.00  0.00           C  
HETATM    8  C8  UNL     1      -2.345  -0.735  -0.405  1.00  0.00           C  
HETATM    9  C9  UNL     1      -2.719  -0.833   1.055  1.00  0.00           C  
HETATM   10  C10 UNL     1      -3.557  -0.495  -1.206  1.00  0.00           C  
HETATM   11  O1  UNL     1      -4.115  -1.302  -1.892  1.00  0.00           O  
HETATM   12  C11 UNL     1      -3.915   0.918  -0.979  1.00  0.00           C  
HETATM   13  C12 UNL     1      -2.656   1.578  -0.389  1.00  0.00           C  
HETATM   14  C13 UNL     1      -1.625   0.581  -0.700  1.00  0.00           C  
HETATM   15  C14 UNL     1       1.814  -0.577   0.058  1.00  0.00           C  
HETATM   16  C15 UNL     1       1.355  -1.313   1.380  1.00  0.00           C  
HETATM   17  C16 UNL     1       2.756  -1.484  -0.526  1.00  0.00           C  
HETATM   18  C17 UNL     1       4.070  -1.280  -0.675  1.00  0.00           C  
HETATM   19  C18 UNL     1       4.643  -0.030  -0.228  1.00  0.00           C  
HETATM   20  O2  UNL     1       5.871   0.199  -0.338  1.00  0.00           O  
HETATM   21  C19 UNL     1       3.706   0.927   0.351  1.00  0.00           C  
HETATM   22  C20 UNL     1       2.435   0.707   0.473  1.00  0.00           C  
HETATM   23  H1  UNL     1       1.270   3.243   2.422  1.00  0.00           H  
HETATM   24  H2  UNL     1       2.947   2.415   2.471  1.00  0.00           H  
HETATM   25  H3  UNL     1       0.308   2.415  -0.498  1.00  0.00           H  
HETATM   26  H4  UNL     1      -0.491   2.482   1.142  1.00  0.00           H  
HETATM   27  H5  UNL     1      -0.563  -0.076   1.072  1.00  0.00           H  
HETATM   28  H6  UNL     1       0.862   0.461  -1.514  1.00  0.00           H  
HETATM   29  H7  UNL     1      -0.260  -1.219  -2.502  1.00  0.00           H  
HETATM   30  H8  UNL     1       0.502  -2.337  -1.384  1.00  0.00           H  
HETATM   31  H9  UNL     1      -1.414  -2.604  -0.074  1.00  0.00           H  
HETATM   32  H10 UNL     1      -1.993  -2.354  -1.713  1.00  0.00           H  
HETATM   33  H11 UNL     1      -2.520   0.067   1.631  1.00  0.00           H  
HETATM   34  H12 UNL     1      -2.230  -1.688   1.567  1.00  0.00           H  
HETATM   35  H13 UNL     1      -3.820  -1.031   1.137  1.00  0.00           H  
HETATM   36  H14 UNL     1      -4.181   1.454  -1.914  1.00  0.00           H  
HETATM   37  H15 UNL     1      -4.702   0.993  -0.221  1.00  0.00           H  
HETATM   38  H16 UNL     1      -2.443   2.518  -0.942  1.00  0.00           H  
HETATM   39  H17 UNL     1      -2.793   1.838   0.657  1.00  0.00           H  
HETATM   40  H18 UNL     1      -1.426   0.582  -1.792  1.00  0.00           H  
HETATM   41  H19 UNL     1       0.576  -2.044   1.103  1.00  0.00           H  
HETATM   42  H20 UNL     1       2.217  -1.889   1.773  1.00  0.00           H  
HETATM   43  H21 UNL     1       1.085  -0.583   2.139  1.00  0.00           H  
HETATM   44  H22 UNL     1       2.381  -2.479  -0.897  1.00  0.00           H  
HETATM   45  H23 UNL     1       4.661  -2.073  -1.134  1.00  0.00           H  
HETATM   46  H24 UNL     1       4.075   1.906   0.724  1.00  0.00           H  
CONECT    1    2    2   23   24
CONECT    2    3   22
CONECT    3    4   25   26
CONECT    4    5   14   27
CONECT    5    6   15   28
CONECT    6    7   29   30
CONECT    7    8   31   32
CONECT    8    9   10   14
CONECT    9   33   34   35
CONECT   10   11   11   12
CONECT   12   13   36   37
CONECT   13   14   38   39
CONECT   14   40
CONECT   15   16   17   22
CONECT   16   41   42   43
CONECT   17   18   18   44
CONECT   18   19   45
CONECT   19   20   20   21
CONECT   21   22   22   46
END

HMDB0015125
     RDKit          3D
Exemestane
 46 49  0  0  0  0  0  0  0  0999 V2000
    1.9526    2.5023    2.0427 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5238    1.7371    1.0637 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1690    1.8612    0.4850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4017    0.5510    0.1539 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5617   -0.2832   -0.7190 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1089   -1.4115   -1.3889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4617   -1.8171   -0.8715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3446   -0.7352   -0.4047 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7191   -0.8330    1.0549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5575   -0.4955   -1.2064 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1152   -1.3020   -1.8919 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9154    0.9178   -0.9792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6563    1.5780   -0.3891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6245    0.5806   -0.7004 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8135   -0.5766    0.0583 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3551   -1.3125    1.3800 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7560   -1.4838   -0.5257 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0705   -1.2796   -0.6754 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6433   -0.0296   -0.2275 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8705    0.1991   -0.3381 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7055    0.9273    0.3512 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4347    0.7072    0.4729 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2698    3.2434    2.4224 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9473    2.4151    2.4713 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3082    2.4150   -0.4983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4912    2.4824    1.1421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5630   -0.0762    1.0719 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8615    0.4609   -1.5141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2602   -1.2190   -2.5024 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5020   -2.3370   -1.3841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4136   -2.6040   -0.0737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9928   -2.3538   -1.7130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5196    0.0666    1.6312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2298   -1.6879    1.5666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8202   -1.0314    1.1372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1815    1.4543   -1.9139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7023    0.9934   -0.2206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4433    2.5177   -0.9416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7926    1.8380    0.6571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4257    0.5824   -1.7918 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5755   -2.0443    1.1031 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2173   -1.8888    1.7734 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0853   -0.5827    2.1386 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3812   -2.4787   -0.8967 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6610   -2.0731   -1.1337 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0751    1.9059    0.7240 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  1
  8 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
  5 15  1  0
 15 16  1  1
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  2  0
 22  2  1  0
 14  4  1  0
 22 15  1  0
 14  8  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  1
  5 28  1  6
  6 29  1  0
  6 30  1  0
  7 31  1  0
  7 32  1  0
  9 33  1  0
  9 34  1  0
  9 35  1  0
 12 36  1  0
 12 37  1  0
 13 38  1  0
 13 39  1  0
 14 40  1  6
 16 41  1  0
 16 42  1  0
 16 43  1  0
 17 44  1  0
 18 45  1  0
 21 46  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
6-Methyleneandrosta-1,4-diene-3,17-dione	ChEBI
Exemestano	ChEBI
Exemestanum	ChEBI
Aromasin	Kegg
Examestane	HMDB
Aromasine	HMDB
Aromasil	HMDB

Chemical Formula

C₂₀H₂₄O₂

Average Molecular Weight

296.4034

Monoisotopic Molecular Weight

296.177630012

IUPAC Name

(1S,2R,10R,11S,15S)-2,15-dimethyl-8-methylidenetetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-3,6-diene-5,14-dione

Traditional Name

exemestane

CAS Registry Number

107868-30-4

SMILES

[H][C@@]12CCC(=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC(=C)C2=CC(=O)C=C[C@]12C

InChI Identifier

InChI=1S/C20H24O2/c1-12-10-14-15-4-5-18(22)20(15,3)9-7-16(14)19(2)8-6-13(21)11-17(12)19/h6,8,11,14-16H,1,4-5,7,9-10H2,2-3H3/t14-,15-,16-,19+,20-/m0/s1

InChI Key

BFYIZQONLCFLEV-DAELLWKTSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as androgens and derivatives. These are 3-hydroxylated C19 steroid hormones. They are known to favor the development of masculine characteristics. They also show profound effects on scalp and body hair in humans.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Androstane steroids

Direct Parent

Androgens and derivatives

Alternative Parents

Substituents

Androgen-skeleton
Oxosteroid
17-oxosteroid
3-oxosteroid
3-oxo-delta-1,4-steroid
Delta-1,4-steroid
Cyclic ketone
Ketone
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

17-oxo steroid (CHEBI:4953 )
3-oxo-Delta(1),Delta(4)-steroid (CHEBI:4953 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Excreta

Biofluid or Excreta

Urine (PMID: 21059682)

Cellular substructure

Membrane (HMDB: HMDB0015125)
Extracellular (HMDB: HMDB0015125)

Source

Exogenous

Exogenous (HMDB: HMDB0015125)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	155.13 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.0068 g/L	Not Available
LogP	3.7	Not Available

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M+H]+	Not Available	171.105	http://allccs.zhulab.cn/database/detail?ID=AllCCS00001203

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0068 g/L	ALOGPS
logP	2.67	ALOGPS
logP	3.87	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	19.96	ChemAxon
pKa (Strongest Basic)	-5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	34.14 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	89.03 m³·mol⁻¹	ChemAxon
Polarizability	33.71 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	171.176	31661259
DarkChem	[M-H]-	165.731	31661259
DeepCCS	[M-2H]-	202.288	30932474
DeepCCS	[M+Na]+	177.137	30932474
AllCCS	[M+H]+	173.4	32859911
AllCCS	[M+H-H2O]+	170.3	32859911
AllCCS	[M+NH4]+	176.4	32859911
AllCCS	[M+Na]+	177.2	32859911
AllCCS	[M-H]-	180.4	32859911
AllCCS	[M+Na-2H]-	180.2	32859911
AllCCS	[M+HCOO]-	180.2	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	7.7 minutes	32390414
Predicted by Siyang on May 30, 2022	18.9391 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	0.99 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2689.3 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	576.3 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	227.4 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	277.8 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	481.6 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	674.8 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	805.4 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	84.3 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1652.6 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	504.9 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1594.7 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	523.3 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	462.3 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	338.3 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	576.8 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	8.0 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Exemestane	[H][C@@]12CCC(=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC(=C)C2=CC(=O)C=C[C@]12C	3355.6	Standard polar	33892256
Exemestane	[H][C@@]12CCC(=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC(=C)C2=CC(=O)C=C[C@]12C	2501.2	Standard non polar	33892256
Exemestane	[H][C@@]12CCC(=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC(=C)C2=CC(=O)C=C[C@]12C	2804.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Exemestane,1TMS,isomer #1	C=C1C[C@@H]2[C@H](CC[C@]3(C)C(O[Si](C)(C)C)=CC[C@@H]23)[C@@]2(C)C=CC(=O)C=C12	2747.1	Semi standard non polar	33892256
Exemestane,1TMS,isomer #1	C=C1C[C@@H]2[C@H](CC[C@]3(C)C(O[Si](C)(C)C)=CC[C@@H]23)[C@@]2(C)C=CC(=O)C=C12	2418.4	Standard non polar	33892256
Exemestane,1TMS,isomer #1	C=C1C[C@@H]2[C@H](CC[C@]3(C)C(O[Si](C)(C)C)=CC[C@@H]23)[C@@]2(C)C=CC(=O)C=C12	3022.5	Standard polar	33892256
Exemestane,1TBDMS,isomer #1	C=C1C[C@@H]2[C@H](CC[C@]3(C)C(O[Si](C)(C)C(C)(C)C)=CC[C@@H]23)[C@@]2(C)C=CC(=O)C=C12	2981.8	Semi standard non polar	33892256
Exemestane,1TBDMS,isomer #1	C=C1C[C@@H]2[C@H](CC[C@]3(C)C(O[Si](C)(C)C(C)(C)C)=CC[C@@H]23)[C@@]2(C)C=CC(=O)C=C12	2610.5	Standard non polar	33892256
Exemestane,1TBDMS,isomer #1	C=C1C[C@@H]2[C@H](CC[C@]3(C)C(O[Si](C)(C)C(C)(C)C)=CC[C@@H]23)[C@@]2(C)C=CC(=O)C=C12	3178.5	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Exemestane GC-MS (Non-derivatized) - 70eV, Positive	splash10-0gc0-0490000000-1b1c46e80815c179a447	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Exemestane GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Exemestane LC-ESI-qTof , Positive-QTOF	splash10-0002-0790000000-46727c37da42caccba4f	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Exemestane LC-ESI-qTof , Positive-QTOF	splash10-0002-0790000000-46727c37da42caccba4f	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Exemestane LC-ESI-qTof , Positive-QTOF	splash10-0002-0790000000-46727c37da42caccba4f	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Exemestane LC-ESI-qTof , Positive-QTOF	splash10-0002-0790000000-46727c37da42caccba4f	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Exemestane LC-ESI-qTof , Positive-QTOF	splash10-0002-0790000000-46727c37da42caccba4f	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Exemestane LC-ESI-qTof , Positive-QTOF	splash10-0002-0790000000-46727c37da42caccba4f	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Exemestane LC-ESI-qTof , Positive-QTOF	splash10-0002-0790000000-46727c37da42caccba4f	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Exemestane LC-ESI-qTof , Positive-QTOF	splash10-0002-0790000000-46727c37da42caccba4f	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Exemestane LC-ESI-qTof , Positive-QTOF	splash10-0002-0790000000-46727c37da42caccba4f	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Exemestane LC-ESI-QTOF , positive-QTOF	splash10-0002-0190000000-5e04b3359ea2370bbde1	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Exemestane LC-ESI-QTOF , positive-QTOF	splash10-0002-0950000000-0daf2c711395130c78a2	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Exemestane LC-ESI-QTOF , positive-QTOF	splash10-006t-0910000000-58ddee06caa2cdb4eeac	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Exemestane LC-ESI-QTOF , positive-QTOF	splash10-006t-0910000000-64dd2bfc1eef30f5b766	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Exemestane LC-ESI-QTOF , positive-QTOF	splash10-00wa-0900000000-ec533e47176e668d1ee9	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Exemestane LC-ESI-ITFT , positive-QTOF	splash10-004i-0980000000-457e7fb9bd5073d9521a	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Exemestane LC-ESI-ITFT , positive-QTOF	splash10-0002-0090000000-cc584f39a06f24401467	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Exemestane LC-ESI-ITFT , positive-QTOF	splash10-0002-1960000000-22b6bd7c2ccea9c0c648	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Exemestane LC-ESI-ITFT , positive-QTOF	splash10-00dj-2910000000-32edf95f8027c36c74ce	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Exemestane LC-ESI-ITFT , positive-QTOF	splash10-05fu-3900000000-84dacb108ccc2572ab41	2017-09-14	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Exemestane 10V, Positive-QTOF	splash10-0002-0090000000-f8aaffa2c09a551a7d69	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Exemestane 20V, Positive-QTOF	splash10-002b-0290000000-dc2ea5e87de49e0a95f8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Exemestane 40V, Positive-QTOF	splash10-0udi-2490000000-6bcc7507771cadb1be82	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Exemestane 10V, Negative-QTOF	splash10-0002-0090000000-cc26a78111c90014bbc4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Exemestane 20V, Negative-QTOF	splash10-0002-0090000000-6c59d18db75b7bfa2b7f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Exemestane 40V, Negative-QTOF	splash10-00ou-2090000000-0dafb14d21bf327e27c5	2016-08-03	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00990	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00990	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB00990

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

54278

KEGG Compound ID

C08162

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Exemestane

METLIN ID

Not Available

PubChem Compound

60198

PDB ID

EXM

ChEBI ID

4953

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Robinson A: A review of the use of exemestane in early breast cancer. Ther Clin Risk Manag. 2009 Feb;5(1):91-8. Epub 2009 Mar 26. [PubMed:19436613 ]
Untch M, Jackisch C: Exemestane in early breast cancer: a review. Ther Clin Risk Manag. 2008 Dec;4(6):1295-304. [PubMed:19337436 ]
Abrial C, Durando X, Mouret-Reynier MA, Thivat E, Bayet-Robert M, Nayl B, Dubray P, Pomel C, Chollet P, Penault-Llorca F: Role of neo-adjuvant hormonal therapy in the treatment of breast cancer: a review of clinical trials. Int J Gen Med. 2009 Jul 30;2:129-40. [PubMed:20360896 ]
Nabholtz JM: Long-term safety of aromatase inhibitors in the treatment of breast cancer. Ther Clin Risk Manag. 2008 Feb;4(1):189-204. [PubMed:18728707 ]
Coombes RC, Kilburn LS, Snowdon CF, Paridaens R, Coleman RE, Jones SE, Jassem J, Van de Velde CJ, Delozier T, Alvarez I, Del Mastro L, Ortmann O, Diedrich K, Coates AS, Bajetta E, Holmberg SB, Dodwell D, Mickiewicz E, Andersen J, Lonning PE, Cocconi G, Forbes J, Castiglione M, Stuart N, Stewart A, Fallowfield LJ, Bertelli G, Hall E, Bogle RG, Carpentieri M, Colajori E, Subar M, Ireland E, Bliss JM: Survival and safety of exemestane versus tamoxifen after 2-3 years' tamoxifen treatment (Intergroup Exemestane Study): a randomised controlled trial. Lancet. 2007 Feb 17;369(9561):559-70. [PubMed:17307102 ]
Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Enzymes

Enzyme Details

1. Cytochrome P450 3A4

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It performs a variety of oxidation reactions (e.g. caffeine 8-oxidation, omeprazole sulphoxidation, midazolam 1'-hydroxylation and midazolam 4-hydroxylation) of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Acts as a 1,8-cineole 2-exo-monooxygenase. The enzyme also hydroxylates etoposide.
Gene Name:: CYP3A4
Uniprot ID:: P08684
Molecular weight:: 57255.585

References

Robinson A: A review of the use of exemestane in early breast cancer. Ther Clin Risk Manag. 2009 Feb;5(1):91-8. Epub 2009 Mar 26. [PubMed:19436613 ]
Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Enzyme Details

2. Cytochrome P450 19A1

General function:: Involved in monooxygenase activity
Specific function:: Catalyzes the formation of aromatic C18 estrogens from C19 androgens.
Gene Name:: CYP19A1
Uniprot ID:: P11511
Molecular weight:: 57882.48

References

Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]
Koutras A, Giannopoulou E, Kritikou I, Antonacopoulou A, Evans TR, Papavassiliou AG, Kalofonos H: Antiproliferative effect of exemestane in lung cancer cells. Mol Cancer. 2009 Nov 24;8:109. doi: 10.1186/1476-4598-8-109. [PubMed:19930708 ]
Robinson A: A review of the use of exemestane in early breast cancer. Ther Clin Risk Manag. 2009 Feb;5(1):91-8. Epub 2009 Mar 26. [PubMed:19436613 ]
Untch M, Jackisch C: Exemestane in early breast cancer: a review. Ther Clin Risk Manag. 2008 Dec;4(6):1295-304. [PubMed:19337436 ]
Barnadas A, Gil M, Gonzalez S, Tusquets I, Munoz M, Arcusa A, Prieto L, Margeli-Vila M, Moreno A: Exemestane as primary treatment of oestrogen receptor-positive breast cancer in postmenopausal women: a phase II trial. Br J Cancer. 2009 Feb 10;100(3):442-9. doi: 10.1038/sj.bjc.6604868. Epub 2009 Jan 20. [PubMed:19156139 ]
Abrial C, Durando X, Mouret-Reynier MA, Thivat E, Bayet-Robert M, Nayl B, Dubray P, Pomel C, Chollet P, Penault-Llorca F: Role of neo-adjuvant hormonal therapy in the treatment of breast cancer: a review of clinical trials. Int J Gen Med. 2009 Jul 30;2:129-40. [PubMed:20360896 ]
Nabholtz JM: Long-term safety of aromatase inhibitors in the treatment of breast cancer. Ther Clin Risk Manag. 2008 Feb;4(1):189-204. [PubMed:18728707 ]
Brueggemeier RW: Update on the use of aromatase inhibitors in breast cancer. Expert Opin Pharmacother. 2006 Oct;7(14):1919-30. [PubMed:17020418 ]
Brueggemeier RW, Hackett JC, Diaz-Cruz ES: Aromatase inhibitors in the treatment of breast cancer. Endocr Rev. 2005 May;26(3):331-45. Epub 2005 Apr 6. [PubMed:15814851 ]
Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Showing metabocard for Exemestane (HMDB0015125)

MOL for HMDB0015125 (Exemestane)

3D MOL for HMDB0015125 (Exemestane)

3D SDF for HMDB0015125 (Exemestane)

3D-SDF for HMDB0015125 (Exemestane)

PDB for HMDB0015125 (Exemestane)

3D PDB for HMDB0015125 (Exemestane)

SMILES for HMDB0015125 (Exemestane)

INCHI for HMDB0015125 (Exemestane)

Structure for HMDB0015125 (Exemestane)

3D Structure for HMDB0015125 (Exemestane)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

References